This will be the first of several stories whose titles all begin "I Saw You..." These are all fantasies based on a "what could have happened" scenario. None of these events really took place, because they all involved barebacking. And we all know that the only safe place for barebacking is in our fantasies. So, I hope you enjoy the first installment. I enjoy feedback, whether positive or negative, but flamers are typically deleted without response.
Reminders: if it's not legal for you to be reading this, please navigate away.
This story involves consensual sexual activities between adult males, and describes activities known to put individuals at risk of transmitting / contracting STI's, including HIV.
Do not engage in barebacking in real life. It can kill you!
No part of this story may be reproduced or used in any way without my hand written consent.
Hope you enjoy!
I Saw You...Through Your Window
Where to begin? Let's see, I'm a 48 year old divorced gay man who quit a job after 20 years in a specific industry to go back to school to get a divinity degree so that when I grow up I can be a pastor. Bet you never thought you'd see that as a description on this site, now did ya?
I'm 5'8", 220ish and fluctuating, so, between being chunky and religious, my dating prospects are, shall we say, limited! So, most of the time (read every day) I jerk off. Because I'm single and, for all intents and purposes, unemployed, I live in a rental house that I share with 3 other guys. They're all in their 20's, they all drink (I'm a clean alcoholic), and, while we get along pretty well, I typically keep to myself because, other than being in divinity school together, we don't have very much else in common. They're all straight, VERY straight, but, like I said, we get along.
This particular morning it was almost the end of the semester. Classes were over, it was reading week, and I had pretty much finished everything except for a couple of papers. The housemates were all up and out of the house, gone to campus to study or write papers, so I found myself alone in the house. This is pretty rare, believe it or not. And, since it IS so rare, I figured that I'd take advantage of being alone, so I pulled out my rarely used toy box.
It was a beautiful day outside, so we had all the windows in the house open, including my bedroom windows. The way the house is built, it's really hard to see into my windows from the street. The window that looks into my room from the end of the house looks over at a neighbors house, and so I had the blinds closed enough so that the air could blow through, but no one from the house next door could see into my room.
Even though the roomies were gone, I knew that at least one of them would be home after noon, and it was only 9:30am, so I knew I could take some time and really give my ass a work over with a couple of my favorite dildos. Now, when I say toy box, you have to understand, I used to be into the leather scene, and I used to drink pretty heavy. I have a couple of "normal" sized toys, a 6" vibrator, and then I have some larger toys. I have a Jef Stryker dildo, one that's 2" longer and a bit thicker, and then a short black plug that is only about 6" tall, but about as thick as a can of veggies from the grocery store. Then there's the big one. It's black, 12" insertable length, and about as big around as a 1 liter drink bottle.
There's not much way I could get "big daddy" in me anymore. I so rarely get to play, and when I do get to, I don't have the time to work my way up that big. So, this particular day, I got out Jeff and a 7" dildo that has a lot of ridges on it. I spread a towel on my bed, got my water based lube, a couple of hand towels, and got naked.
While I was making preparations, a group of construction workers showed up at the house across the street. There was never any reason for me to ever notice this before, but, apparently, the very top of that house has direct view into my bedroom window. I didn't think about it then because I was too excited about getting to FINALLY get something pounding my ass, so I just went on with my preparations while the construction guys began taking all the shingles off the house across the street.
I popped open the lube and spread some on the smaller dildo, getting the ridges nice and wet, then got on my hands and knees on the bed and, holding the dildo between my feet I began to rub the head of the dildo around my asshole, spreading the lube onto my hole. I would push against the hole a little bit, not enough to push it in, but just enough to tease myself. After three or four pushes, I started trying to grip the head of the dildo with my asslips when I wasn't pushing the dildo against my ass. After a couple of tries, I began trying to grab the dildo with my ass when I pushed the dildo against my hole, and the head began to slip further and further into me every time I pushed it against my needy hole.
The next time I pushed the dildo against my hole, I pushed back with my asslips, trying to grab it, and I rocked back on my knees against the dildo, and the head of it slipped into me. I sat very still, adjusting to it being in me. It had been months since I'd had anyting this big inside my ass, and I was relishing the feel of the stretch. After a brief pause, I pushed back again, pushing another inch or so into me, and then pulled off a little until I felt the ridge of the head back at my sphincter.
Then I pushed back again, opening my asslips to be rubbed by the ridges on the dildo and sank about half of it in my hungry hole. The ridges were rubbing my asslips, the dildo was stretching me, and I shuddered from the pleasure.
I began the slow pullout again, this time allowing the entire dildo to come of of me, but stay pressed up against my asshole. The I pushed back against it pretty hard and rammed the entire 7" into my quaking hole. I moaned and shuddered, and clear pre-cum dribbled out of my soft cock.
I reached back and grabbed the dildo, laid my head down on the pillow and began fucking myself with the dildo, enjoying the stretching of my ass, and the way that the ridges rippled against my hole. I picked up a good bit of speed over the next few minutes, and had a clear line of precum dripping out of my half hard dick and pooling on the towel under me.
After a good ten minutes of fucking myself with this toy I pushed it all the way in, and then sat back, keeping it firmly planted in my ass. While I reached over for the Jeff stryker dildo, I used my ass muscles to push and pull the dildo in and out of my ass as much as I could from the sitting position.
Once the new, much bigger dildo was well lubed, I held it in my left hand, grabbed the ridged dildo with my right hand, and basically ripped the dildo out of my ass, and dropped it onto the waiting towel on the floor.
I dropped my head back to the pillow, my face towards the front window, reached back with the bigger dildo, and pushed it balls deep into my hungry hole. This new stretch burned so good as the dildo slid into me. I shuddered again, and the big invader pushed even more precum out of my semihard dick. I reached down with my left hand and wiped up a bunch of the precum, and then licked it off my finger, enjoying the salty flavor, anticipating feeding myself my own load once I finished fucking my ass, and then jerked off. But I knew that it would be a while yet before I got to that point.
I sat back up, now holding this dildo with my feet, and began the up and down riding of this bigger dildo. I was moaning, and enjoying the pounding I was giving to my own ass. My dick started to get hard, and the precum was dripping out of it, some getting on the bedspread, the rest being caught in my hand, and transferred to my hungry tongue.
I had been at this bouncing riding of the dildo for a couple of minutes when, unexpectedly, the doorbell rang. I froze, the dildo half in, half out of my ass, and then there was a knock at the door, and the bell rang again.
I pulled the dildo out of my ass, and hurredly put on my lounge pants, praying that my cock would soften, and that whoever was at the door would not see the wet spot evident where my dickhead was.
I walked down the hall, and opened the door, to be greeted by one of the construction workers from across the street. I only knew this because, like the guys on the roof, this man was Latino, and he had on a workbelt like the guys I could see on the roof across the street.
"Can I help you?" I asked.
"Actually, Senor," the man said, "I think I can help you."
"What do you mean?" I asked.
"I saw you, Senor, through your window, just now," he said as he smiled and moved closer to me.
"May I come inside?" he asked as he moved even closer to me.
They may have only been working for 30 or so minutes, but he was already sweaty, and his arm pit funk was acting like an aphrodesiac to me. My dick twitched and I involuntarily took a step back.
The man apparently took that as assent an moved into the house, getting very close to me.
"I was thinking, Senor," he said, "that as much as you were apparently enjoying a pretend pene, you might like the chance to have a real one."
He moved very close to me and reached out his hand to gently caress my ass. Involuntarily, I shuddered.
He chuckled and said, "Si, I thought you might. Do you kiss, Senor, or do you just enjoy getting fucked?"
I looked up into his eyes, and before I could say anything, his mouth was pressed against mine in front of the open door, both of his hands rubbing my ass. He kissed me for some time, and we heard cheers from across the street. He gave a thumbs up, and then closed the door.
He reached down and grabbed my now achingly hard dick and said, "Your pene seems happy to see me!" and he walked down the hall towards my room, removing his tool belt as he walked.
I followed him down to my room where he had dropped the tool belt, and was pulling off his shirt.
"Why don't you lay down and get ready for me?" he said, as he continued to strip.
My mind was screaming that I should nont be doing this, but my body reacted to the need it had of being touched and held and fucked. I moved the towel with the two dildos away from the bed, crawled up on the bed laid down face up, my knees up and my legs spread.
This guy was not model, but he wasn't ugly. He was less overweight than me, but he still had a big belly. Apparently, that was to shade the almost 8" uncut dick that was growing from his crotch.
"You like?" he said with a smile as he shook his dick at me.
I just nodded and looked back at him.
"I wish we had more time," he said, "but we have a job to finish across the street, so, I don't have time for you to suck me, only to fuck," as he crawled up on the bed.
He skinned the foreskin back and then rubbed the head against my ass as I played the same game with this real, live dick that I had played with the dildo just a few minutes before. He laughed and said, "your ass really is hungry for the real thing, no?"
"Yes," was my only answer.
"Ok then," he said, and then pushed the whole thing balls deep into my ass.
I grunted and said, "oh, fuck yeah!"
He hooked his hands under my knees, pushed his hands down under my arms, not so that my knees were pushed way up, because I was too chunky for that. Rather, my legs spread this way gave him complete, unimpeded access to my hungry ass. And he began to fuck.
Not hard and fast, mind you, but slow and methodical, pulling his dick out until the head was just touching my asshole, and then slowly pushing the entire length back up into me.
After a couple of minutes of this, he laid on top of me, and started kissing me as he slowly fucked me. Still long, slow, methodical strokes, with me gripping his dick as he pulled it out, and relaxing as he pushed into me.
He looked me in the eyes and said, "My friends would enjoy this too, you know," as he nodded his head to my window.
"How many?" I asked.
"Seven after me," he said.
I looked over at the clock and responded, "I have to leave in an hour and a half, and I'm definately going to have to have a shower before I go. I don't think there's time for seven guys to fuck me, is there?"
He thought for a second and said, "Well, if one of them comes over now, and you start sucking him, then when I cum, he can start fucking you. When the guys on the roof see that he has started fucking you, they'll send the next one over. what do you think?"
"Let's do it," I said.
He pulled out of my ass, grabbed his phone, made a quick call, talked in Spanish and hung up. When he got back on the bed, he turned me over, and pulled me up into doggy style, and plunged his dick back up my ass. He had not been fucking me for long when I heard the front door open, and steps came down the hall.
"What time will you be back today?" he asked me as the other guy started stripping.
"About 4:30," I said. "Why?"
"When you get home, look behind the bush in front of your window," he said.
The other guy was undressed and climbed up on the bed on his knees in front of me. This guy was African-American, and I think he was the boss. His dick sure was! It was probably close to 9" and as thick as my wrist. I could barely get it in my mouth, but I did. And while the first guy now began pounding my ass really hard, this new guy started fucking my mouth, really stretching my jaws open.
The guy fucking me slammed his dick up into me, and I felt it throbbing as he dumped his load up my welcoming hole.
"Switch places with me so he can clean my dick up," he said to the African-American guy.
They switched places, and the guy who just fucked me waved his hand at the window as I sucked his softening dick clean.
The other guy was doing the same kind of long, slow fuck on my ass that this guy had done, but the stretch was bigger, and burned a bit more, but I was loving it. When the first guy finally pulled his dick out of my mouth and began getting dressed, the front door opened again, and another of the Latino guys walked in. He and the first guy bumped fists, as they switched places in the fuck chain. This new guy was also uncut, but not as big. Him I deep throated with no problem.
My ass was on fire as the other guy steadily pushed his big dick all the way in, and then pulled it all the way out. When he first started this, I could feel the first guys cum dripping down my balls as this really large dick was pulling it out every time the guy pulled his dick completely out of me. All I could do was moan and swallow the dick in my mouth.
This pace kept up for a couple of minutes, and I felt the dick in my mouth start to swell, so I pulled off of it.
"Why did you stop?" the guy asked me.
"I thought you wanted to fuck me," I said.
"I don't mind nuttin' in your mouth," he replied.
So I swallowed his dick again.
Just then the guy fucking me said, "Here it comes," and he slammed his dick into me, and it felt like he was pissing cum. This was no twitching, it felt unusual, and he kept trying to stuff even more of his cock into me.
The guy I was sucking held his hand up, and with his other hand he grabbed my head, forcing his dick down my throat, and he started cumming as well. I reached up and pushed back against his hips so that he didn't shoot his whole load straight down my throat. I wanted to taste it. And it was good!
The African-American guy stayed buried in my ass as I cleaned up the Latino guy. When he was soft, he pulled his dick out of my mouth, got off the bed, and started getting dressed. The guy that had been fucking me gently pulled his dick out of my ass, dragging a lot of his cum out of my ass with his dick.
Then he got off the bed, walked around to my face, and I leaned over and started licking his cum coated dick. He was getting soft pretty fast, and soon I was able to get his dick in my mouth and suck it clean.
Just about the time I got him cleaned up, two more Latino guys walked into the room and started stripping. The one that got naked first crawled up on the bed behind me, and rubbed his dick in the cum on my ass until his dick got hard. By the time he was hard enough to push his dick in me, the other guy was laying on the bed in front of me, presenting his ass to me.
I dove in, licking, and slurping, chewing and tonguing his ass like it was my last meal. His buddy was banging my ass pretty hard, and suddenly pulled out. He grabbed my shoulder and pushed me farther onto the bed, then crawled up and pushed his cum coated dick up into the other guy.
He only fucked him for a minute or so, then pulled out, and the guy that had just gotten fucked got up and got behind me. I wasn't sure that that was all about, but they seemed to be satisfied now with my mouth and ass.
My ass was pretty loose at this point, so the first guy pulled his dick out of my mouth, and then slid down under my body, and then worked his dick up my ass with his buddy.
Then the two of them double fucked me until they both came. The guy standing up pulled his dick out of my ass leaving his buddy still up in me. He came and stood at the head of the bed, and his buddy leaned over and took his cum coated dick into his mouth. Once the guys dick was all cleaned off, the other guy pulled his dick out of me and had me suck him clean.
Before they were dressed the last two guys came into the room. These were the youngest of the group, which I guess is why they were last. The other two guys were out the door before these two got naked. Once they were, I suggested that they double fuck me, so they did. They were young, so it didn't take them long. Ten minutes after they walked in, they were dressing and walking out.
And it was over.
I reached over and grabbed the Jeff Stryker dildo, jammed it up my ass, and laid down to start jerking off. By this point, I had been hard and soft and hard and soft so many times, that when I actually started jerking my dick, it took me about two minutes to cum. And I hosed myself down when I did.
I laid there, catching my breath, and looked at the clock. I barely had time to shower and leave, so I took the dildo's downstairs with me and left them in the tub to pick up later when my roommates were all asleep.
When I walked out of the house a few minutes later, each of the guys waved at me.
I did all the stuff I had to do, got some studying done, and then headed back home. As I walked down the street I saw that their trucks were gone, and the house across the street from me had a lovely new roof.
As I walked up to the front door, I remembered what the first guy said to me about looking behind the bush, so I walked over and looked. There were two different plastic bags behind the bush, and one was the color of the shirt that the first guy had been wearing.
I grabbed the two bags, went back up on the porch, unlocked the door, and went to my room.
I opened the bag that looked like the guy's shirt, and that's what it was. He must have worn it all day, it was drenched with sweat. I smelled the underarms, and they were really ripe. My dick got hard.
I opened the other bag that had a white garment in it. On top was a note that read: "All seven of us wiped our asses on one side, and our crotches on the other. And we all pitched in for the 'present' in the middle."
I could smell their asses and their crotches, and there was a large amount of goo in the middle. I sniffed it, and sure enough, it was cum.
Those gifts will be put to good use for the next several days. You can bet on that!